US2003186967A1PendingUtilityA1
Acylresorcinol derivatives are selective vitronectin receptor inhibitors
Est. expiryApr 14, 2018(expired)· nominal 20-yr term from priority
C07C 275/34C07D 307/68C07D 405/12C07C 275/06C07C 279/08C07D 239/42C07D 233/48A61K 31/505A61K 31/55A61K 31/4168C07D 213/56C07C 275/24A61K 31/24C07C 275/28C07D 239/14C07D 223/12C07C 275/30
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Claims
Abstract
Compounds of the formula wherein R 1 , R 2 , R 3 , R 4 , R 5 and n are as defined in the specification are useful in the treatment of various disorders including, but not limited to, cancer, angiogenesis, restenosis, inflammation, bone diseases, and as antiviral agents.
Claims
exact text as granted — not AI-modifiedWhat is claimed is:
1 . A compound of the formula
wherein:
G is
R 1 and R 2 are independently, hydrogen, alkyl of 1 to 6 carbon atoms, mono or bicyclic aralkyl of 6 to 10 carbon atoms, or heterocycloalkyl-alkyl comprised of a 5 to 10 membered mono or bicyclic heterocycloalkyl having 1 to 3 heteroatoms selected from S, N and O and an alkyl of 1 to 6 carbon atoms;
R 3 is hydrogen, mono or bicyclic aryl of 6 to 10 carbon atoms, 5 to 10 membered mono or bicyclic heterocycloalkyl having 1 to 3 heteroatoms selected from S, N and O;
R 4 is hydrogen, NHR 9 , OR 9 , NHCO 2 R 9 , NHCONHR 9 , NHCOR 9 or NHSO 2 R 9 ; provided that R 3 and R 4 are not both hydrogen;
R 5 is hydrogen or alkyl of 1 to 6 carbon atoms;
R 6 and R 7 are independently hydrogen, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, or aralkoxy of 6 to 10 carbon atoms;
R 8 and R 9 are independently hydrogen, trichoroalkylalkoxy, trifluoromethoxyphenyl, arakenyl of 7 to 10 carbon atoms, alkyl of 1 to 10 carbon atoms, alkenyl of 2 to 10 carbons, alkynyl of 2 to 10 carbons, mono or polycycloalkyl of 3-12 carbon atoms, mono or polycycloalkyl-alkyl of 4-12 carbon atoms, mono or bicyclic aryl of 6 to 10 carbon atoms, 6 to 10 membered mono or bicyclic heterocycloalkyl having 1 to 3 heteroatoms selected from S, N and O, mono or bicyclic aralkyl of 7 to 10 carbon atoms, or heterocycloalkyl-alkyl comprised of a 5 to 10 membered mono or bicyclic heterocycloalkyl having 1 to 3 heteroatoms selected from S, N and O and an alkyl of 1 to 6 carbon atoms;
n is an integer from 1 to 4; and m is 0 or 1; or a pharmaceutically acceptable salt thereof.
2 . A compound of claim 1 wherein G is 6-aminopyridin-2yl, pyridin-2yl, pyrimidin-2yl, tetrahydropyrimidin-2yl, tetrahydropyrimid-4-one-2yl, imidazol-2yl, 5-amino 1,2,4-triazol-3-yl, dihydroimidazol-2yl, amino(imino)methyl, pyridyl-NHC(═O)—, or benzyl-NHC(═O)—.
3 . A compound of claim 2 wherein G is pyridin-2yl, imidazolyl-2yl, 5-amino 1,2,4-triazol-3-yl, or tetrahydropyrimidin-2yl.
4 . A compound of claim 1 wherein R 1 and R 2 are hydrogen.
5 . A compound of claim 1 wherein R 3 is hydrogen, phenyl, or pyridyl.
6 . Compound of claim 1 wherein R 4 is hydrogen, HNSO 2 phenyl, HNSO 2 alkyl, NHCO 2 benzyl, NHCO 2 neopentyl, NHCO 2 adamantyl, NHCO 2 CH 2 adamantyl, NHCONHphenyl, NHCONHbenzyl, NHCONHalkyl, NHCOphenyl, NHCObenzyl, NHCOalkyl or NHCOadamantyl.
7 . A compound of claim 1 wherein G is pyridin-2yl, 6-aminopyridin-2yl, 5-amino 1,2,4-triazol-3-yl, imidazol-2yl, dihydroimidazol-2yl or tetrahydropyrimidin-2yl, R 1 , R 2 and R 3 are hydrogen, R 4 is NHSO 2 phenyl, NHCO 2 benzyl or NHCO 2 neopentyl and R 5 is hydrogen or alkyl of 1 to 3 carbon atoms.
8 . A compound of claim 1 wherein G is pyridin-2yl, 6-aminopyridin-2yl, 5-amino 1,2,4-triazol-3-yl, imidazol-2yl, dihydroimidazol-2yl, or tetrahydropyrimidin-2yl, R 1 , R 2 and R 4 are hydrogen, R 3 is phenyl or pyridyl and R 5 is hydrogen or alkyl of 1 to 4 carbon atoms.
9 . A compound of claim 1 wherein n is 2 or 3.
10 . A compound of claim 1 where G is 1,4,5,6-tetrahydropyrimidyl and R 4 is NHCO 2 R 9 .
11 . A compound of claim 1 , which is:
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-[(methoxycarbonyl)amino]propanoic acid; (2S)-2-[(ethoxycarbonyl)amino]-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid; (2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)2-[(propxycarbonyl)amino]propanoic acid; (2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)2-[(isopropxycarbonyl)amino]propanoic acid; (2S)-2-{[(allyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahyrdropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid; (2S)-2-{[(but-3-enyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid; (2S)-2-{[(hexyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid; (2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-{[(octyloxy)carbonyl]amino}propanoic acid; (2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahyrdropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-{[(neopentyloxy)carbonyl]amino}propanoic acid; (2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}propanoic acid; (2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimdin-2-ylamino)ethoxy]benzoyl}-amino)-2-[(butoxycarbonyl)amino]propanoic acid; (2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-[(isobutoxycarbonyl)amino]propanoic acid; (2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahyrdropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-{[(prop-2-ynyloxy)carbonyl]amino}propanoic acid; or (2S)-2-{[(benzyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahyrdropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid, or a pharmaceutically acceptable salt form thereof.
12 . A compound of claim 1 wherein G is 1,4,5,6-tetrahydropyrimidyl and R 4 is NHCONHR 9 .
13 . A compound of claim 1 which is:
(2S)-2-{[(butylamino)carbonyl)amino}-3-(2{2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(hexylamino)carbonyl]amino}-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hyrdoxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-{[(octylamino)carbonyl]amino}propanoic acid;
(2S)-2-{[(allylamino)carbonyl]amino}-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(1-adamantylamino)carbonyl]amino}-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-[(anilinocarbonyl)amino]-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(cyclohexylamino)carbonyl]amino}-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(benzylamino)carbonyl]amino}-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]-benzoyl}amino-2-[(4-toluidinocarbonyl)amino]propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]-benzoyl}amino)-2-[(2-toluidinocarbonyl)amino]propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]-benzoyl}amino)-2-{[(2-methoxyanilino)carbonyl]amino}propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-{[(4-methoxyanilino)carbonyl]amino}propanoic acid;
(2S)-2-{[(2-chloroanilino)carbonyl]amino}-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(2-bromoanilino)carbonyl]amino}-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[([1,1′-biphenyl]-2-ylamino)carbonyl]amino}-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(4-chloroanilino)carbonyl]amino}-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid; or
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-{[(1-naphthylamino)carbonyl]amino}propanoic acid;
or a pharmaceutically acceptable salt form thereof.
14 . A compound of claim 1 wherein G is 1,4,5,6-tetrahydropyrimidyl and R 4 is NHCOR 9 .
15 . A compound of claim 1 which is:
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-({[(2-phenylethyl)amino]carbonyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-(isobutyrylamino)propanoic acid;
(2S)-2-(hexanoylamino)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-(pentanoylamino)propanoic acid;
(2S)-2-[(3,3-dimethylbutanoyl)amino]-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-[(cyclohexylcarbonyl)amino]-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-[(2-phenylacetyl)amino]propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)2-[(3-phenylpropanoyl)amino]propanoic acid;
(2S)-2-[(2-cyclohexylacetyl)amino]-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]-benzoyl}amino)-2-{[(E)-3-phenylprop-2-enoyl]amino}propanoic acid;
(2S)-2-[(2-chlorobenzoyl)amino]-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-[(2-methylbenzoyl)amino]propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-[(2-methoxybenzoyl)amino]propanoic acid;
(2S)-2-[(4-chlorobenzoyl)amino]-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid; A
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-[(4-methylbenzoyl)amino]propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}-amino)-2-[(4-methoxybenzoyl)amino]propanoic acid;
(2S)-2-[(2,5-dimethyl-3-furoyl)amino]-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-[(2-bromobenzoyl)amino]-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-[(4-bromobenzoyl)amino]-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimindin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-[(2,30dimethylbenzoyl)amino]-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-[(3-chlorobenzoyl)amino]-3-({2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid or pharmaceutical salts thereof.
16 . A compound of claim 1 wherein G is pyrimidin-2-yl and R 4 is NHCO 2 R 9 .]
17 . A compound of claim 1 which is:
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-[(phenoxycarbonyl)amino]propanoic acid;
(2S)-2-{[(benzyloxy}carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-[(isobutoxycarbonyl)amino]propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-{[(4-methoxyphenoxy)carbonyl]amino}propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-{[(octyloxy)carbonyl]amino}propanoic acid;
(2S)-2-[(butoxycarbonyl)amino]-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]-benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-{[(neopentyloxy)carbonyl]amino}propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-({[(4-nitrobenzyl)oxy]carbonyl}amino)propanoic acid;
(2S)-2{[(hexyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-{[(prop-2-ynyloxy)carbonyl]amino}propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-{[(4-methylphenoxy)carbonyl]amino}propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-[(methoxycarbonyl)amino]pronpanoic acid;
(2S)-2-[(ethoxycarbonyl)amino]-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-[(propoxycarbonyl)amino]propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-[(isopropoxycarbonyl)amino]propanoic acid;
(2S)-2-{[(allyoxy)carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid; or
(2S)-2-{[(but-3-enyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid or pharmaceutical salts thereof.
18 . A compound of claim 1 wherein G is pyrimidin-2-yl and R 4 is NHCONH 9 .
19 . A compound of claim 1 which is:
(2S)-2-[(anilinocarbonyl)amino]-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]-benzoyl}amino)propanoic acid;
(2S)-2-{[tert-butylamino)carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(butylamino)carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)-ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-{[(4-methoxyanilino)carbonyl]amino}propanoic acid;
(2S)-2-{[(2-ethylanilino)carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(allylamino)carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(2,4-dichloroanilino)carbonyl]amino}-3-({2-hydroxy-4-[2-pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-[(2-toluidinocarbonyl)amino]propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-{[(2-methoxyanilino)carbonyl]amino}propanoic acid;
(2S)-2-{[(2-chloroanilino)carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(2-bromoanilino)carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[([1,1′-biphenyl]-2-ylamino)carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-[(4-toluidinocarbonyl)amino]propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-({[4-trifluoromethyl)anilino]carbonyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-({[4-(trifluoromethoxy)anilino]carbonyl}amino)propanoic acid;
(2S)-2-{[(4-chloroanilino)carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(4-fluoroanilino)carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(4-acetylanilino)carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(cyclohexylamino)carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-{[(1-naphthylamino)carbonyl]amino}propanoic acid;
(2S)-2-{[(benzylamino)carbonyl]amino}-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-([{[2-phenylethyl)amino]carbonyl}amino)propanoic acid; or
(2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino-2-{[(octylamino)carbonyl]amino}propanoic acid or pharmaceutical salts thereof.
20 . A compound of claim 1 wherein G is 4,5-dihydro-1H-imidazolyl and R 4 is NHCO 2 R 9 .
21 . A compound of claim 1 which is:
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-[(methoxycarbonyl)amino]propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-[(ethoxycarbonyl)amino]propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydoxybenzoyl}-amino)-2-[(propoxycarbonyl)amino]propanoic acid;
(2S)-3-({4-[2-(4,5-dihyrdo-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-[(isopropoxycarbonyl)amino]propanoic acid;
(2S)-2-{[(allyloxy)carbonyl]amino}-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-2-{[(but-3-enyloxy)carbonyl]amino}-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-{[(prop-2-ynloxy)carbonyl]amino}propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-{[(hexyloxy)carbonyl]amino}propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-{[(octyloxy)carbonyl]amino}propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)-2-{[(neopentyloxy)carbonyl]amino}propanoic acid;
(2S)-2-[(butoxycarbonyl)amino]-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid; or
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)-2-[(isobutoxycarbonyl)amino]propanoic acid;
or a pharmaceutically acceptable salt form thereof.
22 . A compound of claim 1 wherein G is 4,5-dihydro-1H-imidazolyl and R 4 is NHCONHR 9 .
23 . A compound of claim 1 which is:
(2S)-2-{[(butylamino)carbonyl]amino)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)-2-{[(hexylamino)carbonyl]amino}propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-{[(octylamino)carbonyl]amino}propanoic acid;
(2S)-2-{[(allylamino)carbonyl]amino}-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-2-{[(cyclohexylamino)carbonyl]amino}-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-2-{[(benzylamino)carbonyl]amino}-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)-2-({[(1S,2R)-2-phenylcyclopropylamino]carbonyl}amino)propionic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-{[(2-methoxyanilino)carbonyl]amino}propanoic acid;
(2S)-2-{[(1,1′-biphenyl]-2-ylamino)carbonyl]amino}-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid; or
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-({[(2-phenylethyl)amino]carbonyl}amino)propanoic acid or pharmaceutical salts thereof.
24 . A compound of claim 1 wherein G is 4,5-dihydro-1H-imidazol and R 4 is NHCOR 9 .
25 . A compound of claim 1 which is:
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-(isobutyrylamino)propanoic acid;
(2S)-2-(butyrylamino)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-(hexanoylamino)propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-(pentanoylamino)propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-[(3,3-dimethylbutanoyl)amino]propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-{[(2,2,3,3-tetramethylcyclopropyl)carbonyl]amino}propanoic acid;
(2S)-2-{[2-(1-adamantyl)acetyl]amino}-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-(pent-4-ynoylamino)propanoic acid;
(2S)-2-[(cyclohexylcarbonyl)amino]-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-[(2-phenylacetyl)amino]propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-[(3-phenylpropanoyl)amino]propanoic acid;
(2S)-2-[(2-cyclohexylacetyl)amino]-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-{[(E)-3-phenylprop-2-enoyl]amino)propanoic acid;
(2S)-2-[(2-chlorobenzoyl)amino]-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)-2-[(2-methylbenzoyl)amino]propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)-2-[(2-methoxybenzoyl)amino]propanoic acid;
(2S)-2-[(4-chlorobenzoyl)amino]-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)-2-[(4-methylbenzoyl)amino]propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)-2-[(4-methoxybenzoyl)amino]propanoic acid;
(2S)-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)-2-[(2,5-dimethyl-3-furoyl)amino]propanoic acid;
(2S)-2-[(2-bromobenzoyl)amino]-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-2-[(4-bromobenzoyl)amino]-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-3-({-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}-amino)-2-[(2,3-dimethylbenzoyl)amino]propanoic acid; or
(2S)-2[(3-chlorobenzoyl)amino]-3-({4-[2-(4,5-dihydro-1H-imidazol-2-ylamino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid or pharmaceutical salts thereof.
26 . A compound of claim 1 wherein G is 3,4,5,6-tetrahydro-2H-azepinyl and R 4 is NHCO 2 R 9 .
27 . A compound of claim 1 which is:
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)ethoxy]benzoyl}amino)-2-[(methoxycarbonyl)amino]propanoic acid;
(2S)-2-[(ethoxycarbonyl)amino]-3-({2-hydroxy-4-[2-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)ethoxy]benzoyl}amino-2-[(propoxycarbonyl)amino]propanoic acid;
(2S)-3-({hydroxy-4-[2-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)ethoxy]benzoyl}amino)-2-[(isopropoxycarbonyl)amino]propanoic acid;
(2S)-2-{[(allyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(but-3-enyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)ethoxy]benzoyl}amino)-2-{[(prop-2-ynyloxy)carbonyl]amino}propanoic acid;
(2S)-2-{[(hexyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)ethoxy]benzoyl}amino)-2-{[(octyloxy)carbonyl]amino}propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)ethoxy]benzoyl}amino-2-{[(neopentyloxy)carbonyl]amino}propanoic acid;
(2S)-3-({2-hydroxy-4-[2-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)ethoxy]benzoyl}-amino-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}propanoic acid;
(2S)-2-[(butoxycarbonyl)amino]-3-({2-hydroxy-4-[2-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)ethoxy]benzoyl}amino)propanoic acid; or
(2S)-3-({2-hydroxy-4-[2-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)ethoxy]benzoyl}amino)-2-[(isobutoxycarbonyl)amino]propanoic acid or pharmaceutical salts thereof.
28 . A compound of claim 1 wherein G is NH 2 C(NH)— and R 4 is NHCO 2 R 9 .
29 . A compound of claim 1 which is:
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(benzyloxy)carbonyl]amino}propanoic acid; 140
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(methoxycarbonyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(ethoxycarbonyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(propoxycarbonyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(isopropoxycarbonyl)amino]propanoic acid;
(2S)-2-{[(allyloxy)carbonyl]amino}-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy-2-hydroxybenzoyl]amino}-2-{[(but-3-enyloxy)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydoxybenzoyl]amino}-2-{[(butoxycarbonyl)amino]propanoic acid;
(2S)-3-{4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(neopentyloxy)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(hexyloxy)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(prop-2-ynyloxy}carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[([1,1′-biphenyl]-2-ylmethoxy)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-({[(4-bromobenzyl)oxy]carbonyl}amino)propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-({[(4-fluorobenzyl)oxy]carbonyl}amino)propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-({[(2-bromobenzyl)oxy]carbonyl}amino)propanoic acid; or
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[({[4-(trifluoromethyl)benzyl]oxy}carbonyl)amino]propanoic acid or pharmaceutical salts thereof.
30 . A compound of claim 1 wherein G in NH 2 C(═NH)— and R 4 is NHCONHR 9 .
31 . A compound of claim 1 which is:
(2S)-3-{[4-(2-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(2-toluidinocarbonyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[2-methoxyanilino)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(2-chloroanilino)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(2-bromoanilino)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[([1,1′-biphenyl]-2-ylamino)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(4-toluidinocarbonyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-({[4-(trifluoromethoxy)anilino]carbonyl}amino)propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(4-chloroanilino)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(4-fluoroanilino)carbonyl]amino}propanoic acid;
(2S)-2-{[(4-acetylanilino)carbonyl]amino}-3-{[4-(2-{[amino(imino)methyl]-amino}ethoxy)-2-hydroxybenzoyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(cyclohexylamino)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(1-naphthylamino)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(benzoylamino)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-({[(2-phenylethyl)amino]carbonyl}amino)propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(octylamino)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(4-methoxyanilino)carbonyl]amino}propanoic acid; or
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(anilinocarbonyl)amino]propanoic acid or pharmaceutical salts thereof.
32 . A compound of claim 1 wherein G is NH 2 C(═NH)— and R 4 is NHCOR 9 .
33 . A compound of claim 1 which is:
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]-amino}-2-(isobutyrylamino)propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-(butyrylamino)propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy-2-hydroxybenzoyl]amino}-2-(hexanoylamino)propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-(pentanoylamino)propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(3,3-dimethylbutanoyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(2,2,3,3-tetramethylcyclopropyl)carbonyl]amino}propanoic acid;
(2S)-2-{[2-(1-adamantyl)acetyl]amino}-3-{[4-(2-{[amino(imino)methyl]amino}-ethoxy)-2-hydroxybenzoyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-(pent-4-ynoylamino)propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(cyclohexylcarbonyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino-2-[(2-phenylacetyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(3-phenylpropanoyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(2-cyclohexylacetyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(E)-3-phenylprop-2-enoyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(2-chlorobenzoyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(2-methylbenzoyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(2-methoxybenzoyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(4-chlorobenzoyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(4-methylbenzoyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(4-methoxybenzoyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(pyridin-3ylcarbonyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-(isonicotinoylamino)propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(2,5-dimethyl-3-furoyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(2-bromobenzoyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(4-bromobenzoyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(2,3-dimethylbenzoyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(3-chlorobenzoyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-(benzoylamino)propanoic acid;
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(4-ethylbenzoyl)amino]propanoic acid; or
(2S)-3-{[4-(2-{[amino(imino)methyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(4-butoxybenzoyl)amino]propanoic acid or pharmaceutical salts thereof.
34 . A compound of claim 1 wherein G is R 8 NHCO—. R 8 is benzyl and R 4 is NHCO 2 R 9 .
35 . A compound of claim 1 which is:
(2S)-3-{[4-(2-{[(benzylamino)carbonyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(benzyloxycarbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[(benzylamino)carbonyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(methoxycarbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[(benzylamino)carbonyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(ethoxycarbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[(benzylamino)carbonyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(propoxycarbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[(benzylamino)carbonyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(isopropoxycarbonyl]amino}propanoic acid;
(2S)-2-{[(allyloxy)carbonyl]amino}3-3-[4-(2-{[benzylamino)carbonyl]amino}ethoxy)-2-hydroxybenzoyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[(benzylamino)carbonyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(but-3-enyloxy)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[(benzylamino)carbonyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(hexyloxy)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[(benzylamino)carbonyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(octyloxy)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[(benzylamino)carbonyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(neopentyloxy)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[(benzylamino)carbonyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}propanoic acid;
(2S)-3-{[4-(2-{[(benzylamino)carbonyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(butoxycarbonyl)amino]propanoic acid;
(2S)-3-{[4-(2-{[(benzylamino)carbonyl]amino}ethoxy)-2-hydroxybenzoyl]amino}-2-[(isobutoxycarbonyl)amino]propanoic acid or pharmaceutical salts thereof.
36 . A compound of claim 1 wherein G is R 8 NHCO, R 8 is pyridin-3yl methyl, and R 4 is NHCO 2 R 9 .
37 . A compound of claim 1 which is:
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-({[(pyridin-3-ylmethyl)amino]carbonyl]amino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[pyridin-3-ylmethyl)amino]carbonyl}amino)-ethoxy]benzoyl}amino)-2-[(methoxycarbonyl)amino]propanoic acid;
(2S)-2-[(ethoxycarbonyl)amino]-3-({2-hydroxy-4-[2-({[pyridin-3-ylmethyl)-amino]carbonyl}amino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[pyridin-3-ylmethyl)amino]carbonyl}amino)ethoxy]-benzoyl}amino)-2-[(propoxycarbonyl)amino]propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[pyridin-3-ylmethyl)amino]carbonyl}amino)ethoxy]-benzoyl}amino)-2-[(isopropoxycarbonyl)amino]propanoic acid;
(2S)-2-{[l(allyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-({[(pyridin-3-ylmethyl)amino]carbonyl}amino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(but-3-enyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-{[(pyridin-3-ylmethyl)amino]carbonyl}amino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[(pyridin-3-ylmethyl)amino]carbonyl}amino)-ethoxy]benzoyl}amino)-2-{[(prop-2-ynyloxy)carbonyl]amino}propanoic acid;
(2S)-2-{[(hexyloxy)carbonyl]amino}-3-({2-hydroxy-4-[({[pyridin-3-ylmethyl)amino]carbonyl}amino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[(pyridin-3-ylmethyl)amino]carbonyl}amino)ethoxy]-benzoyl}amino)-2-{[(octyloxy)carbonyl]amino}propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[(pyridin-3-ylmethyl)amino]carbonyl}amino)ethoxy]-benzoyl}amino)-2-{[(neopentyloxy)carbonyl]amino}propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[(pyridin-3-ylmethyl)amino]carbonyl}amino)ethoxy]-benzoyl}amino)-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}propanoic acid;
(2S)-2-[(butoxycarbonyl)amino]-3-({2-hydroxy-4-[2-({[pyridin-3-ylmethyl)amino]-carbonyl}amino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[(pyridin-3-ylmethyl)amino]carbonyl}amino)ethoxy]-benzoyl}amino)-2-[(isobutoxycarbonyl)amino]propanoic acid or pharmaceutical salts thereof.
38 . A compound of claim 1 wherein G is R 8 NHCO and R 8 is pyridin-4yl and R 4 is NHCO 2 R 9 .
39 . A compound of claim 1 which is:
(2S)-2-[(benzyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-({[(pyridin-4-ylmethyl)amino]carbonyl}amino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[(pyridin-4-ylmethyl)amino]carbonyl}amino)ethoxy]-benzoyl}amino)-2-[(methoxycarbonyl)amino]propanoic acid;
(2S)-2-[(ethoxycarbonyl)amino]-3-({2-hydroxy-4-[2-({[(pyridin-4-ylmethyl)-amino]carbonyl}amino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[(pyridin-4-ylmethyl)amino]carbonyl}amino)ethoxy]-benzoyl}amino)-2-[(propoxycarbonyl)amino]propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[(pyridin-4-ylmethyl)amino]carbonyl}amino)ethoxy]-benzoyl}amino)-2-[(isopropoxycarbonyl)amino]propanoic acid;
(2S)-2-{[(allyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-({[(pyridin-4-ylmethyl)amino]carbonyl}amino)ethoxy:benzoyl}amino)propanoic acid;
(2S)-2-{[(but-3-enyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-({[(pyridin-4-ylmethyl)-amino]carbonyl}amino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[(pyridin-4-ylmethyl)amino]carbonyl}amino)ethoxy]-benzoyl}amino)-2-{[(prop-2-ynyloxy)carbonyl]amino}propanoic acid;
(2S)-2-{[(hexyloxy)carbonyl]amino}-3-({2-hydroxy-4-{2-([{(pyridin-4-ylmethyl)-amino]carbonyl}amino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[(pyridin-4-ylmethyl)amino]carbonyl}amino)ethoxy]-benzoyl}amino)-2-{[(octyloxy)carbonyl]amino}propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[(pyridin-4-ylmethyl)amino]carbonyl}amino)ethoxy]-benzoyl}amino)-2-{[(neopentyloxy)carbonyl]amino}propanoic acid;
(2S)-3-({2-hydroxy-4-[2-({[(pyridin-4-ylmethyl)amino]carbonyl}amino)ethoxy]-benzoyl}amino)-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}propanoic acid;
(2S)-2-[(butoxycarbonyl)amino]-3-({2-hydroxy-4-[2-({[(pyridin-4-ylmethyl)amino]-carbonyl}amino)ethoxy]benzoyl}amino)propanoic acid; or
(2S)-3-({hydroxy-4-[2-({[(pyridin-4-ylmethyl)amino]carbonyl}amino)ethoxy]-benzoyl}amino)-2-[(isobutoxycarbonyl)amino]propanoic acid or pharmaceutical salts thereof.
40 . A compound of claim 1 which is:
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-({[(4-methylbenzyl)-amino]carbonyl}amino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-({[(4-methoxybenzyl)-amino]carbonyl}amino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-({4-[2-({[(4-chlorobenzyl)amino]-carbonyl}amino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-[(4-{2-[({[4-(dimethylamino)benzyl]-amino}carbonyl)amino]ethoxy}-2-hydroxybenzoyl)amino]propanoic acid;
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-[(2-hydroxy-4-{2-[({[4-trifluoromethoxy)-benzyl]amino}carbonyl)amino]ethoxy}benzoyl)amino]propanoic acid;
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-({4-[2-({[(2-chlorobenzyl)amino]carbonyl}-amino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-({[(2-methylbenzyl)-amino]carbonyl}amino)ethoxy]benzoyl}amino)propanoic acid;
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-({4-[2-({[(2-bromobenzyl)amino]-carbonyl}amino)ethoxy]020hydroxybenzoyl}amino)propanoic acid;
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-({4-[2-({[(2,4-dichlorobenzyl)amino]-carbonyl}amino)ethoxy]-2-hydroxybenzoyl}amino)propanoic acid;
(2S)-3-({4-[2-({[(2-aminobenzyl)amino]carbonyl}amino)ethoxy]-2-hydroxybenzoyl}-amino)-2-{[(benzyloxy)carbonyl]amino}propanoic acid; or
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-({2-hydroxy-4-[2-({[(pyridin-2-ylmethyl)amino]carbonyl}amino)ethoxy]benzoyl}amino)propanoic acid or pharmaceutical salts thereof.
41 . A compound of claim 1 which is:
(2S)-2-Benzenesulfonylamino-3-(2-hydroxy-4-[3-(1,4,5,6-tetrahydropyrimidin-2-ylamino)propoxy]benzoylamino)-propionic acid;
(2S)-2-Benzenesulfonylamino-3-{2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoylamino}propionic acid tert-butyl ester;
(2S)-2-Benzenesulfonylamino-3-{2-hydroxy-5-[4-(pyrimidin-2-ylamino)-butoxy]-benzoylamino}propionic acid;
(2S)-2-Benzenesulfonylamino-3-{2-hydroxy-5-[4-(1,4,5,6-tetrahydropyrimidin-2-ylamino)butoxy]benzoylamino}propionic acid ethyl ester;
(2S)-2-Benzenesulfonylamino-3-{2-hydroxy-4-[3-(pyrimidin-2-ylamino)propoxy]-benzoylamino}propionic acid;
3-{2-Hydroxy-5-[3-(pyrimidin-2-ylamino)propoxy]benzoylamino}-3-phenyl-propionic acid;
(2S)-2-{(Adamantan-1-yloxycarbonylamino)-3-(2-hydroxy-4-[2-(1,4,5,6-tetrahydro-pyrimidin-2-ylamino)-ethoxy]-benzoylamino)}-propionic acid;
(2S)-2-Benzenesulfonylamino-3-(2-hydroxy-4-[3-(1,4,5,6-tetrahydropyrimidin-2-ylamino)propoxy]benzoylamino)-propionic acid ethyl ester;
3-{2-Hydroxy-5-[3-(pyrimidin-2-ylamino)-propxy)]-benzoylamino}-3-phenyl-propionic acid ethyl ester;
(2S)-2-(Adamantan-1-ylmethoxycarbonylamino)-3-{2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoylamino}propionic acid;
(2S)-2-Benzenesulfonylamino-3-{2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoylamino}propionic acid isopropyl ester;
(2S)-2-tert-Butoxycarbonylamino-3-{2-hydroxy-4-[2-(1,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxylbenzoylamino}propionic acid; or
(2S)-2-Benzenesulfonyamino-3-{2-hydroxy-5-[4-(1,4,5,6-tetrahydropyrimidin-2-ylamino)butoxy]benzoylamino}propionic acid or pharmaceutical salts thereof.
42 . A compound of claim 1 which is:
2(S)-Benzenesulfonylamino-3-[2-hydroxy-4-[(2-pyrimidin-2-ylamino)ethoxy]-benzoylamino]propionic acid ethyl ester;
2(S)-Benezenesulfonylamino-3-[2-hydroxy-4-[(2-pyrimidin-2-ylamino)ethoxy]-benzoylamino]propionic acid;
2(S)-Benzenesulfonylamino-3-[2-hydroxy-4-[2-(3,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoyl]amino]propionic acid hydrochloride;
2(S)-Benzenesulfonylamino-3-[2-hydroxy-4-[(2-pyrimidin-2ylamino)ethoxy]-benzoylamino]propionic acid ethyl ester hydrochloride;
2(S)-Benzyloxycarbonylamino-3-[2-hydroxy-4-[2-(3,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoylamino]propionic acid ethyl ester hydrochloride;
2(S)-Benzyloxycarbonylamino-3-[2-hydroxy-4-[2-(3,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoylamino]propionic acid hydrochloride;
3-[4-(2-Guanidineoethoxy)-2-hydroxy-benzoylamino]-3-phenylpropanoic acid ethyl ester hydrochloride;
3-[4-Guanidinoethoxy)-2-hydroxy-benzoylamino]-3-phenylpropanoic acid hydrochloride;
3-[2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoylamino]-3-pyridin-3-yl-propanoic acid ethyl ester;
3-[2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoylamino]-3-pyridin-3-yl-propanoic acid;
3-[2-hydroxy-4-[2-(3,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoylamino]-3-pyridin-3-ylpropanoic acid ethyl ester dihydrochloride;
3-[2-hydroxy-4-[2-(3,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]benzoylamino]-3-pyridin-3-yl-propanoic acid;
3-[4-(2-Guanidino-ethoxy)-2-hydroxybenzoylamino -3-pyridin-3-yl-propanoic acid ethyl ester dihydrochloride;
3-[4-(2-Guanidino-ethoxy)-2-hydroxybenzoylamino]-3-pyridin-3-yl-propanoic acid;
3-[2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoylamino]-3-phenyl-propanoic acid ethyl ester;
3-[2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoylamino]-3-phenyl-propanoic acid hydrochloride;
3-[2-hydroxy-4-[2-(3,4,5,6-tetrahydropyrimidin-2ylamino)ethoxy]benzoylamino]-3-phenyl-propanoic acid ethyl ester hydrochloride;
3-[2-hydroxy-4-[2-(3,4,5,6-tetrahydropyrimidin-2ylamino)ethoxy]benzoylamino]-3-phenyl-propanoic acid;
3-[2-hydroxy-5-[3-(pyrimidin-2-ylamino)propoxy]benzoylamino]-3-phenyl-propanoic acid ethyl ester;
3-[2-hydroxy-5-[3-(pyrimidin-2-ylamino)propoxy]benzoylamino]-3-phenyl-propanoic acid;
3-[2-hydroxy-5-[3-(3,4,5,6-tetrahydropyrimidin-2-ylamino)propoxy]benzoylamino]-3-phenyl-propanoic acid ethyl ester hydrochloride;
3-[2-hydroxy-5-[3-(3,4,5,6-tetrahydropyrimidin-2-ylamino)propoxy]benzoylamino]-3-phenyl-propanoic acid;
2(S)-Benzyloxycarbonylamino-3-[2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]-benzoylamino]propionic acid ethyl ester hydrochloride;
2(S)-Benzyloxycarbonylamino-3-[2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]-benzoylamino]propionic acid methyl ester;
2(S)-Benzyloxycarbonylamino-3-[2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]-benzoylamino]propionic acid;
2(S)-Benzenesulfonylamino-3-[2-hydroxy-4-(2-methylpyridin-2-ylamino)-ethoxy]benzoylamino]propionic acid; or
2-Amino-3-[2-hydroxy-4-[2-(3,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]-benzoylamino]propionic acid dihydrochloride or pharmaceutical salts thereof.
43 . A pharmaceutical composition comprising a compound of claim 1 and at least one pharmaceutically acceptable carrier or excipient.
44 . A method of treating a mammal afflicted with a condition that is selected from metastasis, neovascularization, angiogenesis, tumor growth, inflammation, restenosis, bone resorption, and adenovirus infection which comprises providing to the mammal a therapeutically effective amount of a compound of the formula:
wherein
G is
R 1 and R 2 are independently, hydrogen, alkyl of 1 to 6 carbon atoms, mono or bicyclic aralkyl of 6 to 10 carbon atoms, or heterocycloalkyl-alkyl comprised of a 5 to 10 membered mono or bicyclic heterocycloalkyl having 1 to 3 heteroatoms selected from S, N and O and an alkyl of 1 to 6 carbon atoms.
R 3 is hydrogen, mono or bicyclic aryl of 6 to 10 carbon atoms, 5 to 10 membered mono or bicyclic heterocycloalkyl having 1 to 3 heteroatoms selected from S, N and O;
R 4 is hydrogen, NHR 9 , OR 9 , NHCO 2 R 9 , NHCONHR 9 , NHCOR 9 or NHSO 2 R 9 ;
provided that R 3 and R 4 are not both hydrogen;
R 5 is hydrogen, or alkyl of 1 to 6 carbon atoms, optionally substituted with a terminal group forming a prodrug;
R 6 and R 7 are hydrogen, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, or aralkoxy of 6 to 10 carbon atoms;
R 8 and R 9 are independently hydrogen, trichloroalkylalkoxy, trifluoromethoxy phenyl, aralkenyl of 7 to 10 carbon atoms, alkyl of 1 to 10 carbon atoms, alkenyl of 2 to 10 carbons, alkynyl of 2 to 10 carbons, mono or polycycloalkyl of 3 to 10 carbon atoms, mono or bicyclic aryl of 6 to 10 carbon atoms, 6 to 10 membered mono or bicyclic heterocycloalkyl having 1 to 3 heteroatoms selected from S, N and O, mono or bicyclic aralkyl of 7 to 10 carbon atoms, or heterocycloalkyl-alkyl comprised of a 5 to 10 membered mono or bicyclic heterocycloalkyl having 1 to 3 heteroatoms selected from S, N and O and an alkyl of 1 to 6 carbon atoms;
n is an integer from 1 to 4;
m is 0 or 1;
or a pharmaceutical salt thereof.
45 . The method of claim 44 wherein the integrin receptor is α v β 3 .
46 . The method of claim 44 wherein the condition is cancer.
47 . The method of claim 46 wherein the cancer is associated with at least one of metastasis, antiogenesis, neovascularization and tumor growth.
48 . The method of claim 44 wherein the condition is benign tumor growth.
49 . The method of claim 44 wherein the condition is neovascularization.
50 . The method of claim 49 wherein neovascularization is associated with diabetic retinopathy, glaucoma, macular degeneration or blindness.
51 . The method of claim 49 wherein neovascularization associated with rheumatoid arthritis.
52 . The method of claim 44 wherein the condition is inflammation.
53 . The method of claim 52 wherein the inflammation is associated with rheumatoid arthritis or psoriasis.
54 . The method of claim 44 wherein the condition is restenosis.
55 . The method of claim 54 wherein restenosis is associated with at least one of smooth muscle cell migration, smooth muscle cell proliferation, vascular endothelial cell migration and vascular endothelial cell proliferation.
56 . The method of claim 44 wherein the condition is viral infection.
57 . The method of claim 56 wherein the viral infection is caused by an adenovirus.
58 . The method of claim 44 wherein the condition is characterized by bone resorption.
59 . The method of claim 58 wherein bone resorption is associated with osteoporosis, Paget's disease, hypercalcemia, osteopenia, hyperparathyrodism, periarticular erosions, and periodontal disease.Join the waitlist — get patent alerts
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